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Vacation rentals in Haleiwa

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Top-rated vacation rentals in Haleiwa

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Superhost
Home in North Shore
4.76 out of 5 average rating, 116 reviews

North shore Studio with sauna! - Walk to beach!

Legal Nightly Vacation Rental (No 30-day contracts) A cozy, island-style unit with a loft bed, perfect for an authentic Hawaiian getaway. The unit includes High speed WiFi, 65 inch Smart TV, Split unit AC, sauna, an outdoor shower, an outdoor gym, a sun deck, and private access. Located within walking distance to famous Waimea Bay and other beautiful spots, this space offers convenience, comfort, and island charm. **Please note bookings after may 15th the sauna will be removed for renovations!

Top guest favorite
Place to stay in Kailua
4.96 out of 5 average rating, 127 reviews

Honu Suite at La Bella’s-Walk to Beach-Licensed

No detail is overlooked at this charming and luxurious home. La Bella’s Bed and Breakfast is the place to be if you are looking for a short walk to the beach, a beautiful garden to enjoy, great host family that lives onsite and close to amenities. Our luxury bedding and upgraded style makes you feel right at home during your Hawaii vacation. The Honu (Turtle) Suite: -AC -Queen bed -Full kitchen -Private bathroom This suite is extra private -located away from the rest of the living quarters.

Guest favorite
A two-story building is framed by lush greenery and large windows. A white staircase leads to the upper level, while balconies are visible. The exterior showcases a light-colored facade that blends with the natural surroundings, creating a serene residential setting.
Apartment in Kawela Bay
4.9 out of 5 average rating, 249 reviews

Turtle Bay Corner Condo With A Fairway View!

Resort-style amenities at your doorstep, including snorkeling beach access, pool, tennis courts, & 2 world-class golf courses. East Side of Kuilima Estates, on the Fazio 17th w/cool breezes, new washer & dryer, and A/C in bedroom & living room for comfort. The unit is locally owned and operated by longtime North Shore residents. After you have experienced all of the attractions O’ahu has to offer, check out our place on Molokai. Relax there and enjoy a true authentic Hawaiian experience!

Top guest favorite
A modern kitchen and living area are depicted in the image. The kitchen features sleek white cabinets and a spacious island. A stainless steel refrigerator and stove are visible. Natural light fills the area through large sliding glass doors, overlooking a green landscape.
Condo in Kawela Bay
4.99 out of 5 average rating, 317 reviews

Modern & Contemporary North Shore Oahu Condo

Welcome to our beautiful condo nestled in the dreamy North Shore of O‘ahu. Our home is located in the gated community of Kuilima Estates West, within the renowned Turtle Bay Resort. You'll be just a 5–10 minute walk from breathtaking shorelines, world-class surf spots, romantic dining experiences, and endless adventures by land and sea. Kuilima Estates is also the only area on the North Shore where vacation rentals are legally permitted—offering you a unique and worry-free island escape.

Top guest favorite
A scenic sunset view highlights the horizon over calm waters, with soft waves lapping against the sandy beach. In the foreground, a decorative dolphin sculpture adds a touch of charm to the balcony railing, while lush greenery frames the view.
Condo in Makaha
4.97 out of 5 average rating, 320 reviews

Beachfront Getaway - Hawaiian Princess Condo

Mesmerizing sunset views from this sandy beach front condo. Nothing separates you from sparkling turquoise waters but footprints in the sand. Balcony is ideal height for turtle watching. From Nov- April you may spot a whale. This vibrant land is full of surprises. Even dolphins spin by now and then. Escape the crowds of Waikiki to experience a real Hawaiian lifestyle. Snorkel, boogie board or surf right out your door. Awakening to the rhythm of the ocean can change your life forever.

Guest favorite
An open layout features a kitchen with modern appliances and a dining area, complemented by bar seating. The loft area with a visible sleeping space is showcased above, while natural light floods through large windows, enhancing the airy atmosphere of the living space.
Condo in Kawela Bay
4.89 out of 5 average rating, 244 reviews

Legal STR: Aloha at Turtle Bay w/ Loft

TMK #570010270107 STR license # 51 Quiet upstairs unit with loft. Cooling trade breezes drift from the lanai through to the master bedroom. Walk to golf, restaurants and the beaches at the Ritz Carlton Oahu at Turtle Bay. 2 swimming pools, tennis and pickleball on site. Has beach toys and gear, tennis and pickleball rackets. WiFi, cable and Smart TV’s. Drive to North Shore beaches and local shopping. Gated, 24 hour security. One parking spot included. 2nd parking spot with permit.

Guest favorite
A modern living space is arranged with a comfortable sofa and a sleek coffee table. A large wall-mounted TV displays a marine scene. The kitchen area features white cabinetry and bar stools, while light wood flooring complements the decor. Natural light highlights the room's openness.
Condo in Kawela Bay
4.91 out of 5 average rating, 330 reviews

NEWLY RENOVATED (2021) Turtle Bay Haven!

NEWLY RENOVATED condo (2021) at Turtle Bay on Oahu's world famous North Shore. Enjoy more than 5 miles of secluded beaches, 2 private swimming pools, 2 private tennis & pickle ball courts, 2 PGA golf courses, horseback riding & fine dining all less than a 5 minute walk from your front door! The condo was completely remodeled in 2021 (Kitchen, Bathrooms, Flooring, decor as well as AC throughout). This 1Bed, 2Bath unit is one of the few Legal and licensed vacation rentals on the North Shore!

Guest favorite
A light-filled living area is presented with a cozy white sofa, accented by decorative pillows featuring ocean-themed designs. Two rattan chairs flank a small glass table, while natural light filters through flowing sheer curtains. A potted plant brings a touch of greenery to the space.
Condo in Kawela Bay
4.84 out of 5 average rating, 410 reviews

Luxe Loft at Turtle Bay

Our Luxe Loft is located at Turtle Bay Kuilima Estates East on the North Shore of Oahu. Nestled in between the world famous Palmer Golf course, you will enjoy resort amenities with the comfort of condo living. The North Shore of Oahu is referred to as the 7 mile miracle, for its beautiful white sand beaches, world class waves and crystal blue waters. From Hale'iwa Beach Park to Sunset Beach, you will find the most beautiful shore line found anywhere on earth. It is truly a magical place.

Guest favorite
An aerial view captures the sandy beach stretching along the coastline, bordered by lush green hills. Crystal-clear turquoise waters gently lap the shore, with a few beachgoers enjoying the day. Colorful umbrellas are dotted along the beach, creating a vibrant contrast against the natural surroundings.
Guest suite in Makaha Valley
4.95 out of 5 average rating, 172 reviews

Slice of Paradise-Studio-Sleeps 4-Max 2 Adults

Enjoy this beautiful, private, brand new studio nestled in the mountains of Makaha Valley. This is located in a gated community with 24 hour security. Minutes from year round surfing and golfing. This is a LEGAL vacation rental. Private yard on a perimeter lot with unobstructed ocean and mountain views and just a few minutes drive to many clean, sand bottom beaches. Any combination of 4 guests is okay as long as there is a max of 2 adults.

Guest favorite
A sandy beach curves around a clear blue lagoon, with gentle waves lapping at the shore. Palm trees provide patches of shade, while sunbathers relax on the golden sand. In the background, a modern building complements the tropical landscape, framed by lush greenery and distant mountains.
Apartment in Kawela Bay
4.86 out of 5 average rating, 127 reviews

Turtle Bay Bungalow- Parking, AC & Walk to Beach

🌺 North Shore Retreat | Turtle Bay Condo 🌺 Escape to Turtle Bay and wake up to birdsongs in a lush, tropical paradise. This spacious condo features a full kitchen, 2 baths, a cozy living room, a large bedroom, and a covered lanai—perfect for relaxing. Enjoy tennis courts, a pool, and nearby adventures like hiking, horseback riding, and world-famous Banzai Pipeline. Experience the best of O‘ahu’s North Shore in this peaceful retreat! 🌴✨

Guest favorite
A cozy studio space features a spacious bed with white linens and decorative accents. A kitchenette with wood cabinetry, appliances, and a dining area is visible. An armchair sits nearby, and large windows offer views of the outdoors, contributing to a bright and open atmosphere.
Guesthouse in Makaha Valley
4.93 out of 5 average rating, 145 reviews

Studio- Ocean View Hideaway

Aloha and welcome to our home away from home in Makaha!! Newly built and luxuriously appointed, this beautiful studio with kitchen and patio area, is the ideal spot on the west side of Oahu. Located in the private gated community, with the amazing views of ocean and mountains. This is the most desirable location to escape, relax and enjoy a rejuvenating and memorable vacation! Kick back and relax in this calm, peaceful space.

Guest favorite
A tranquil sleeping area features a spacious bed adorned with decorative pillows in shades of blue. Flanking the bed are two nightstands with minimalist designs. A nature-inspired wall art piece brings a calming ocean view to the room, softly illuminated by modern sconces.
Condo in Kawela Bay
4.92 out of 5 average rating, 156 reviews

The Seascape at Turtle Bay

Welcome to your favorite escape! Our condo located at Turtle Bay Kuilima Estates East is ideal for couples, friends, or families sleeping up to 5 people. This top floor corner unit with vaulted ceilings is full of natural light, tropical breezes, and unobstructed views of the pool and golf course. This is one of the few legal and licensed vacation rentals on Oahu.

Popular amenities for Haleiwa vacation rentals

When is the best time to visit Haleiwa?

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Frequently Asked Questions

  • How is the weather in Haleiwa?

    Haleiwa has a tropical climate, with warm weather year-round. Average temperatures range from 68°F (20°C) in winter to 86°F (30°C) in summer. Rainfall is most frequent from November to March, while the rest of the year is generally drier.

  • What are some of the best things to do in Haleiwa?

    Popular activities in Haleiwa include surfing at Banzai Pipeline, snorkeling at Shark's Cove, and hiking trails like the Pu'u O Mahuka Heiau State Historic Site. Visitors also enjoy a leisurely walk through Haleiwa Art Gallery to experience local and international artwork.

  • What is the best time of year to visit Haleiwa?

    The most popular time to visit Haleiwa is during the winter months, from November to February, when the North Shore Surfing Championships take place. The Haleiwa Arts Festival in July also draws many visitors, featuring local and visiting artists.

  • What are the best places to stay in Haleiwa?

    Popular areas to stay in Haleiwa include Pupukea, with its proximity to surfing spots, and Kawailoa, known for its beachfront properties. The historic downtown of Haleiwa also has a range of accommodations close to shopping and dining options.

  • What are the best places to visit in Haleiwa?

    Visitors often enjoy the historic Haleiwa Town, known for its local art scene and unique shops. The Waimea Valley is a popular nature spot, and the Haleiwa Harbor is frequently visited for boating and fishing. The Dole Plantation, about 16 km away, provides an educational tour about pineapple farming.

  • What are some hiking trails in Haleiwa?

    Hiking enthusiasts can explore the Ehukai Pillbox hike for panoramic ocean views, or the Waimea Valley Trail for a journey through botanical gardens ending at a waterfall. The Kaunala Trail is another recommended trail, providing views of native forest and wildlife.

  • What are some family activities to do in Haleiwa?

    Families can explore Waimea Valley, a cultural and natural preservation area with botanical gardens and a waterfall. The North Shore Surf and Cultural Museum provides insight into the surfing history of the region. Haleiwa Ali'i Beach Park is a perfect spot for a beach day, with calm waters suitable for children.

  • What are some of the best day trip ideas in Haleiwa?

    Day trips can include a visit to the Polynesian Cultural Center, about 26 km away, to learn about Pacific Island cultures. A trip to the Laie Hawaii Temple, 27 km away, is an opportunity to see impressive architecture. The Kualoa Ranch, approximately 38 km away, allows visitors to explore a working cattle ranch and movie location.

  • Are there vacation rentals with a dedicated workspace in Haleiwa?

    Yes! Work meets play with ease at over 50 vacation rentals in Haleiwa featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Haleiwa?

    Four-legged friends are welcome in Haleiwa. Choose from more than 10 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Haleiwa?

    Experience the best of Haleiwa with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Haleiwa have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Haleiwa. Enjoy a tailored experience with all the comforts you desire.

All about Haleiwa

On the North Shore of the Hawaiian Island of Oahu, around an hour from Waikiki, you’ll find the laidback town of Haleiwa, known for its pristine beaches and the most famous surf spot in the world, the Banzai Pipeline. Thrill seekers come here to surf epic waves, which can reach up to 40 feet high at the Pipeline, on the two-mile stretch of Ehukai Beach. For a more relaxed vibe, head to Sunset Beach, which has silky soft sands for sunbathing and calm waters for swimming and snorkeling. As the name suggests, this is also a great place to catch a legendary Hawaiian sunset. You could try kayaking or stand-up paddleboarding at Laniakea Beach, where you may also spot Hawaiian green sea turtles bathing on the algae-covered rocks.

Haleiwa town is full of historic buildings, which today are occupied by hip surf shops, cafes, restaurants, fashion boutiques, and art galleries, including the Haleiwa Art Gallery, which showcases works from local artists and photographers. For a true local’s experience, try some fresh local shrimp or pickled mango from one of the popular food trucks scattered around town.

What are the top things to do in Haleiwa?

Waimea Valley

Head 10 minutes out of town to the lush Waimea Valley, where you can swim under a 45-foot waterfall and visit the Waimea Valley Arboretum and Botanical Garden. You can explore 600-year-old archaeological sites here, including the Hale o Lono Heiau, a temple dedicated to the god Lono. You can also experience cultural practices with locals, such as lei making, hala weaving, and a traditional Hawaiian luau.

Anahulu River

The calm waters of the Anahulu River, which feeds into Waimea Bay, are best explored through kayaking or stand-up paddleboarding. Perfect for casual paddlers and beginners, you can enjoy a slow paddle along the glassy river, where you’re likely to see an abundance of wildlife including sea turtles. The entire trip along the river takes about an hour, during which you’ll pass under the double arches of Rainbow Bridge.

Laniakea Beach

This is a popular beach for swimming, snorkeling, and respectfully witnessing sea turtles coming ashore to sun themselves. Laniakea Beach offers the opportunity to experience these graceful creatures in their natural habitat, but be aware that direct contact is strictly prohibited, and there are barriers separating the turtles from beachcombers. Volunteers are present at all times to answer any questions you may have and to ensure that no one gets too close to the turtles.

Quick stats about vacation rentals in Haleiwa

  • Total vacation rentals

    Explore 110 vacation rentals in Haleiwa

  • Nightly prices starting at

    Haleiwa vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 5,600 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Haleiwa vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in, and Gym across Haleiwa rentals

  • 4.7 Average rating

    Haleiwa stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

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